ACCESSION: MSBNK-HBM4EU-HB003499
RECORD_TITLE: Pyranonigrin A; LC-ESI-ITFT; MS2; CE: 40%; R=7500; [M-H]-
DATE: 2021.10.11
AUTHORS: Laurent Debrauwer, Emilien L. Jamin, Research Centre in Food Toxicology (TOXALIM), INRAE, MetaboHUB-Metatoul platform, Toulouse, France
LICENSE: CC0
COPYRIGHT: Copyright (c) 2021 by Research Centre in Food Toxicology (TOXALIM), INRAE, MetaboHUB-Metatoul platform, Toulouse, France
COMMENT: HBM4EU - science and policy for a healthy future (https://www.hbm4eu.eu)
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 146

CH$NAME: Pyranonigrin A
CH$NAME: CID 73323900
CH$NAME: 3,7-dihydroxy-2-prop-1-enyl-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₀H₉NO₅
CH$EXACT_MASS: 223.04807
CH$SMILES: CC=CC1=C(C(=O)C2=C(O1)C(NC2=O)O)O
CH$IUPAC: InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)
CH$LINK: CAS 773855-65-5
CH$LINK: PUBCHEM CID:73323900
CH$LINK: INCHIKEY OALBJWDVDNROSF-UHFFFAOYSA-N

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
AC$CHROMATOGRAPHY: COLUMN_NAME Hypersil GOLD C18 1.9 um 100 x 2.1 mm Thermo Fisher Scientific
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100/0 at 0 min, 0/100 at 30 min, 0/100 at 35 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.469 min
AC$CHROMATOGRAPHY: SOLVENT A water with 5% methanol and 0.1% acetic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% acetic acid

MS$FOCUSED_ION: BASE_PEAK 222.0399
MS$FOCUSED_ION: PRECURSOR_M/Z 222.0408
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 3745201.614014
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.2.0

PK$SPLASH: splash10-0fk9-0950000000-a14f6037a49c862498cc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  83.0136 C4H3O2- 1 83.0139 -3.44
  95.0136 C5H3O2- 1 95.0139 -2.91
  95.05 C6H7O- 1 95.0502 -2.03
  98.0245 C4H4NO2- 1 98.0248 -2.91
  104.0502 C7H6N- 1 104.0506 -3.44
  107.0498 C7H7O- 1 107.0502 -4.41
  109.029 C6H5O2- 1 109.0295 -4.22
  120.0451 C7H6NO- 1 120.0455 -3.27
  121.0291 C7H5O2- 1 121.0295 -3.33
  123.0448 C7H7O2- 1 123.0452 -2.53
  124.004 C5H2NO3- 1 124.004 -0.34
  124.0403 C6H6NO2- 1 124.0404 -0.9
  125.0245 C6H5O3- 1 125.0244 0.37
  132.0452 C8H6NO- 1 132.0455 -2.53
  133.03 C8H5O2- 1 133.0295 3.55
  134.0241 C7H4NO2- 1 134.0248 -4.6
  135.0449 C8H7O2- 1 135.0452 -1.71
  148.0398 C8H6NO2- 1 148.0404 -3.95
  149.0478 C8H7NO2- 1 149.0482 -2.96
  150.0554 C8H8NO2- 1 150.0561 -4.02
  151.0396 C8H7O3- 1 151.0401 -3.42
  179.0344 C9H7O4- 1 179.035 -3.42
  194.0451 C9H8NO4- 1 194.0459 -4.12
  204.0296 C10H6NO4- 1 204.0302 -2.98
  222.0397 C10H8NO5- 1 222.0408 -4.86
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  83.0136 3338.9 8
  95.0136 2221.4 5
  95.05 10310.2 26
  98.0245 3073.4 7
  104.0502 12990 33
  107.0498 8072.1 20
  109.029 4385.8 11
  120.0451 14687.2 37
  121.0291 6033.5 15
  123.0448 85485.8 219
  124.004 4666.3 12
  124.0403 7072 18
  125.0245 3696.4 9
  132.0452 50965.2 131
  133.03 2148.8 5
  134.0241 17005.4 43
  135.0449 7089.4 18
  148.0398 11989 30
  149.0478 13530.2 34
  150.0554 91854.2 236
  151.0396 145164.1 373
  179.0344 42716.1 109
  194.0451 85275.4 219
  204.0296 7722.1 19
  222.0397 388324.8 999
//